4-chloro-1-(β-D-glucopyranosyl)-3-((5-(pyrazol-1-yl)-2-thienyl)methyl)benzene

Base Information

Chemical Name:4-chloro-1-(β-D-glucopyranosyl)-3-((5-(pyrazol-1-yl)-2-thienyl)methyl)benzene
CAS No.:842134-84-3
Molecular Formula:C₂₀H₂₁ClN₂O₅S
Molecular Weight:436.916
Hs Code.:

Synonyms:4-chloro-1-(β-D-glucopyranosyl)-3-((5-(pyrazol-1-yl)-2-thienyl)methyl)benzene

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Chemical Property of 4-chloro-1-(β-D-glucopyranosyl)-3-((5-(pyrazol-1-yl)-2-thienyl)methyl)benzene

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Technology Process of 4-chloro-1-(β-D-glucopyranosyl)-3-((5-(pyrazol-1-yl)-2-thienyl)methyl)benzene

There total 5 articles about 4-chloro-1-(β-D-glucopyranosyl)-3-((5-(pyrazol-1-yl)-2-thienyl)methyl)benzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1450738-18-7
C₃₇H₅₇ClN₂O₅SSi₂

: 842134-84-3
4-chloro-1-(β-D-glucopyranosyl)-3-((5-(pyrazol-1-yl)-2-thienyl)methyl)benzene

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 60 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.bmc.2013.05.048

Reference yield:

: 74990-30-0
1-(thiophen-2-yl)-1H-pyrrazole

: 842134-84-3
4-chloro-1-(β-D-glucopyranosyl)-3-((5-(pyrazol-1-yl)-2-thienyl)methyl)benzene

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 1.17 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

1.3: 3.08 h / 0 - 20 °C

2.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; water / 1.5 h / Inert atmosphere; Reflux

3.1: borane-THF / tetrahydrofuran / 0 °C

3.2: 2 h / 0 - 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 60 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; borane-THF; tetrabutyl ammonium fluoride; sodium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; water;
DOI:10.1016/j.bmc.2013.05.048

Reference yield:

: 842132-50-7
1,5-anhydro-2-deoxy-4,6-O-di-(tert-butyl)silanediyl-3-O-triisopropylsilyl-D-arabino-hex-1-enitolylboronic acid pinacol ester

: 842134-84-3
4-chloro-1-(β-D-glucopyranosyl)-3-((5-(pyrazol-1-yl)-2-thienyl)methyl)benzene

Guidance literature:: Multi-step reaction with 3 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; water / 1.5 h / Inert atmosphere; Reflux

2.1: borane-THF / tetrahydrofuran / 0 °C

2.2: 2 h / 0 - 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 60 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; borane-THF; tetrabutyl ammonium fluoride; sodium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; water;
DOI:10.1016/j.bmc.2013.05.048